Waterhouse left school at the age of 15 and worked at various odd jobs before becoming a newspaperman first in Yorkshire and then in London, remaining a columnist (for the Daily Mirror and Punch) for most of his life. His first novel, There Is a Happy Land (1957), was followed by the best-selling Billy Liar (1959), its hero a young man who compensates for his mundane existence by a series of fantastic daydreams. Billy Liar was turned into a successful play in 1960, a film in 1963, and a musical in 1974. Together with Willis Hall, Waterhouse wrote several plays, among them Celebration (performed 1961), and screenplays, including Whistle Down the Wind (1961), as well as several television series. His friendship with magazine columnist Jeffrey Bernard resulted in the play Jeffrey Bernard Is Unwell, which was a huge success when it debuted in 1989 with Peter O’Toole in the title role. Other novels include The Bucket Shop (1968; also published as Everything Must Go), Billy Liar on the Moon (1975), Office Life (1978), Maggie Muggins (1981), and Unsweet Charity (1992). City Lights: A Street Life (1994) and Streets Ahead (1995) are autobiographies.